US8137449B2 - Inkjet ink - Google Patents
Inkjet ink Download PDFInfo
- Publication number
- US8137449B2 US8137449B2 US12/078,380 US7838008A US8137449B2 US 8137449 B2 US8137449 B2 US 8137449B2 US 7838008 A US7838008 A US 7838008A US 8137449 B2 US8137449 B2 US 8137449B2
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- US
- United States
- Prior art keywords
- solvent
- ink
- inkjet ink
- oil
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000002904 solvent Substances 0.000 claims abstract description 48
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000002270 dispersing agent Substances 0.000 claims abstract description 30
- 239000000049 pigment Substances 0.000 claims abstract description 27
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- 230000002378 acidificating effect Effects 0.000 claims abstract description 21
- 150000002148 esters Chemical class 0.000 claims abstract description 20
- 239000002798 polar solvent Substances 0.000 claims description 14
- -1 isooctyl isopalmitate Chemical compound 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 229920002647 polyamide Polymers 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 6
- 239000012454 non-polar solvent Substances 0.000 claims description 6
- AMUTYVGRCVFCCD-UHFFFAOYSA-N 5,6-diaminopyridine-3-carboxylic acid Chemical compound NC1=CC(C(O)=O)=CN=C1N AMUTYVGRCVFCCD-UHFFFAOYSA-N 0.000 claims description 5
- PTPDZZWUOHQSLG-UHFFFAOYSA-N 2-octyldodecyl 2,2-dimethylpropanoate Chemical compound CCCCCCCCCCC(COC(=O)C(C)(C)C)CCCCCCCC PTPDZZWUOHQSLG-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 238000010186 staining Methods 0.000 abstract description 4
- 239000000976 ink Substances 0.000 description 74
- 239000003921 oil Substances 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 7
- 239000003495 polar organic solvent Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 5
- 239000005871 repellent Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000003759 ester based solvent Substances 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 4
- 229920002873 Polyethylenimine Polymers 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229920005646 polycarboxylate Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000001149 (9Z,12Z)-octadeca-9,12-dienoate Substances 0.000 description 2
- WTTJVINHCBCLGX-UHFFFAOYSA-N (9trans,12cis)-methyl linoleate Natural products CCCCCC=CCC=CCCCCCCCC(=O)OC WTTJVINHCBCLGX-UHFFFAOYSA-N 0.000 description 2
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- SAMYFBLRCRWESN-UHFFFAOYSA-N 16-methylheptadecyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC(C)C SAMYFBLRCRWESN-UHFFFAOYSA-N 0.000 description 2
- LNJCGNRKWOHFFV-UHFFFAOYSA-N 3-(2-hydroxyethylsulfanyl)propanenitrile Chemical compound OCCSCCC#N LNJCGNRKWOHFFV-UHFFFAOYSA-N 0.000 description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- AMEMLELAMQEAIA-UHFFFAOYSA-N 6-(tert-butyl)thieno[3,2-d]pyrimidin-4(3H)-one Chemical compound N1C=NC(=O)C2=C1C=C(C(C)(C)C)S2 AMEMLELAMQEAIA-UHFFFAOYSA-N 0.000 description 2
- SJIDAAGFCNIAJP-UHFFFAOYSA-N 6-methylheptyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC(C)C SJIDAAGFCNIAJP-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 description 2
- PKIXXJPMNDDDOS-UHFFFAOYSA-N Methyl linoleate Natural products CCCCC=CCCC=CCCCCCCCC(=O)OC PKIXXJPMNDDDOS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- FNYLWPVRPXGIIP-UHFFFAOYSA-N Triamterene Chemical compound NC1=NC2=NC(N)=NC(N)=C2N=C1C1=CC=CC=C1 FNYLWPVRPXGIIP-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 2
- FMMOOAYVCKXGMF-MURFETPASA-N ethyl linoleate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC FMMOOAYVCKXGMF-MURFETPASA-N 0.000 description 2
- 229940031016 ethyl linoleate Drugs 0.000 description 2
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 2
- 229940093471 ethyl oleate Drugs 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- FIENEGBWDWHXGG-YPKPFQOOSA-N hexyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCCCC FIENEGBWDWHXGG-YPKPFQOOSA-N 0.000 description 2
- IOVYZELOJXWQKD-UHFFFAOYSA-N hexyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCC IOVYZELOJXWQKD-UHFFFAOYSA-N 0.000 description 2
- SMWDEDPRQFUXNH-UHFFFAOYSA-N hexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC SMWDEDPRQFUXNH-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- YYVJAABUJYRQJO-UHFFFAOYSA-N isomyristic acid Chemical compound CC(C)CCCCCCCCCCC(O)=O YYVJAABUJYRQJO-UHFFFAOYSA-N 0.000 description 2
- 229940093629 isopropyl isostearate Drugs 0.000 description 2
- 229940033357 isopropyl laurate Drugs 0.000 description 2
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 2
- 229940113915 isostearyl palmitate Drugs 0.000 description 2
- 229940049918 linoleate Drugs 0.000 description 2
- FMMOOAYVCKXGMF-UHFFFAOYSA-N linoleic acid ethyl ester Natural products CCCCCC=CCC=CCCCCCCCC(=O)OCC FMMOOAYVCKXGMF-UHFFFAOYSA-N 0.000 description 2
- 235000010187 litholrubine BK Nutrition 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 2
- 229940073769 methyl oleate Drugs 0.000 description 2
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- PZQSQRCNMZGWFT-QXMHVHEDSA-N propan-2-yl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(C)C PZQSQRCNMZGWFT-QXMHVHEDSA-N 0.000 description 2
- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 2
- 230000002940 repellent Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- QMGJMGFZLXYHCR-UHFFFAOYSA-N 1-(2-butoxypropoxy)butane Chemical compound CCCCOCC(C)OCCCC QMGJMGFZLXYHCR-UHFFFAOYSA-N 0.000 description 1
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 1
- ZONJATNKKGGVSU-UHFFFAOYSA-N 14-methylpentadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCC(O)=O ZONJATNKKGGVSU-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- HBTAOSGHCXUEKI-UHFFFAOYSA-N 4-chloro-n,n-dimethyl-3-nitrobenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 HBTAOSGHCXUEKI-UHFFFAOYSA-N 0.000 description 1
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- CJOBVZJTOIVNNF-UHFFFAOYSA-N cadmium sulfide Chemical compound [Cd]=S CJOBVZJTOIVNNF-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- NNSIWZRTNZEWMS-UHFFFAOYSA-N cobalt titanium Chemical compound [Ti].[Co] NNSIWZRTNZEWMS-UHFFFAOYSA-N 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- PHMQYKDOTWAOBI-UHFFFAOYSA-N decanoic acid;propane-1,2-diol Chemical compound CC(O)CO.CCCCCCCCCC(O)=O PHMQYKDOTWAOBI-UHFFFAOYSA-N 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 229940031578 diisopropyl adipate Drugs 0.000 description 1
- 229940031569 diisopropyl sebacate Drugs 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940074928 isopropyl myristate Drugs 0.000 description 1
- 229940075495 isopropyl palmitate Drugs 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 229940113165 trimethylolpropane Drugs 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
Definitions
- the present invention relates to an oil-based ink suitable for use in an inkjet recording system, more specifically relates to an inkjet ink superior in repellency against nozzle plates.
- Japanese Patent Laid-Open No. 2003-261808 discloses an oil-based inkjet ink which contains a solvent comprising 60% by weight or more of a polar organic solvent, and the polar organic solvent comprises 10% by weight or more of an ester solvent, whereby the ink is improved in storage stability.
- Japanese Patent Laid-Open No. 2005-350563 discloses an ink which contains a solvent comprising predetermined amounts of an unsaturated fatty acid ester solvent and a hydrocarbon solvent, whereby the ink hardly causes clogging in an ink nozzle of an inkjet head even after the ink has been left for a long time in a state of being filled in the ink nozzle until it is used for jet printing.
- the ink containing such an ester solvent is problematic in that the ink is too wettable to the nozzle plate of the inkjet ink head, and thus the ink attracted to the nozzle plate falls dropwise onto paper to stain printed images, or the ink attracted to the plate hinders ejection of droplets of the ink.
- An object of the present invention is to provide an inkjet ink which is lowered in wettability to the surface of nozzle plates so that it is stably ejected and prevented from staining images.
- the present inventors have found that it is possible to improve an oil-based inkjet ink in repellency against the surface of nozzle plates without impairing storage stability of the ink by adding a specific compound to an oil-based inkjet ink that comprises at least a pigment, a pigment-dispersing agent and an ester solvent, and thus have accomplished the present invention.
- an oil-based inkjet ink which comprises at least a pigment, a pigment-dispersing agent and a solvent, in which said solvent comprises an ester solvent, said inkjet ink further comprising a salt of a long-chain polyaminoamide and a polar acidic ester in an amount of 1% by weight or more and preferably 2 to 20% by weight relative to the total amount of the ink.
- a polyamide-based dispersing agent that has a pectinated structure constituted by a plurality of side chains composed of polyesters is used as the pigment-dispersing agent.
- the solvent comprises 30 to 70% by weight of a non-polar solvent and 70 to 30% by weight a polar solvent, in which an ester solvent having an ⁇ -value of 6° to 8° constitutes 20% by weight or more of the total amount of the solvent.
- an oil-based inkjet ink that comprises at least a pigment, a pigment-dispersing agent and an ester solvent is supplemented with a salt of a long-chain polyaminoamide and a polar acid ester in a predetermined amount relative to the total amount of the ink.
- the ink is improved in repellency against the surface of nozzle plates without impairing storage stability of the ink, and thus can be stably ejected and prevented from staining images.
- the inkjet ink according to the present invention contains at least a pigment, a pigment-dispersing agent, a solvent and a salt of a long-chain polyaminoamide and a polar acidic ester, and may include other additives such as a resin, as needed.
- the solvent to be used in the present invention includes at least an ester solvent, and in addition to this, may include a polar solvent other than the ester solvent and/or a non-polar solvent.
- the ester solvent includes, for instance, methyl laurate, isopropyl laurate, isopropyl myristate, isopropyl palmitate, isooctyl palmitate, hexyl palmitate, isostearyl palmitate, isooctyl isopalmitate, methyl oleate, ethyl oleate, isopropyl oleate, butyl oleate, hexyl oleate, methyl linoleate, isobutyl linoleate, ethyl linoleate, butyl stearate, hexyl stearate, isooctyl stearate, isopropyl isostearate, 2-octyldodecyl pivalate, methyl soyate, isobutyl soyate, methyl tallol, isobutyl tallol, diisopropyl adip
- the polar organic solvent other than the ester solvent includes an alcohol solvent, a higher fatty acid solvent and an ether solvent. These polar organic solvents can be used singly or in combination with two or more. When two or more of the polar organic solvents are mixed and/or a polar organic solvent is mixed with a solvent other than the polar organic solvents, they are selected so as to form a single phase.
- the alcohol solvent includes a higher alcohol such as isomyristyl alcohol, isopalmityl alcohol, isostearyl alcohol and oleyl alcohol.
- the higher fatty acid solvent includes, for example, isononanoic acid, isomyristic acid, hexadecanoic acid, isopalmitic acid, oleic acid, and isostearic acid.
- the ether solvent includes, for example, diethylene glycol monobutyl ether, ethylene glycol monobutyl ether, propylene glycol monobutyl ether, and propylene glycol dibutyl ether.
- a solvent to be used in the present invention preferably comprises 30 to 70% by weight of a non-polar solvent and 70 to 30% by weight of a polar solvent.
- an ester solvent particularly an ester solvent having an ⁇ -value of 6° to 8° constitutes 20% by weight or more of the total amount of the solvent.
- the ester solvent belongs to the polar solvent. Accordingly, the ester solvent having an ⁇ -value of 6° to 8° may constitute 20 to 70% by weight of the entire solvent.
- the polar solvent is composed only of the ester solvent having an ⁇ -value of 6° to 8°.
- the polar solvent may be composed only of the ester solvent having an ⁇ -value of 6° to 8°, or another polar solvent may be used in combination.
- another polar solvent is used in combination with the ester solvent having an ⁇ -value of 6° to 8° so that the total of the polar solvents constitutes 30 to 70% by weight of the entire solvent.
- the ester solvent having an ⁇ -value of 6° to 8° and another polar solvent is used in combination
- the latter solvent is preferably a polar solvent other than the ester solvents, and is particularly preferably an alcohol solvent, in order to reduce toner solubility.
- the ester solvent having an ⁇ -value of 6° to 8° includes higher fatty acid esters such as isooctyl palmitate ( ⁇ -value 7.28°), hexyl palmitate ( ⁇ -value 7.77°), isooctyl isopalmitate ( ⁇ -value 7.43°), butyl stearate ( ⁇ -value 7.77°), hexyl stearate ( ⁇ -value 7.13°), isooctyl stearate ( ⁇ -value 6.71°), hexyl oleate ( ⁇ -value 7.36°) and 2-octyldodecyl pivalate ( ⁇ -value 7.28°).
- higher fatty acid esters such as isooctyl palmitate ( ⁇ -value 7.28°), hexyl palmitate ( ⁇ -value 7.77°), isooctyl isopalmitate ( ⁇ -value 7.43°), butyl stearate ( ⁇ -value 7.77°), hexyl stea
- higher means having 9 or more, preferably 12 or more carbon atoms in a molecule.
- Preferred higher fatty acid esters constituting the ester solvent having an ⁇ -value of 6° to 8° includes compounds containing 22 or more but 32 or less carbon atoms in a molecule.
- the ester solvent has an ⁇ -value of 7° to 8°, and is more preferably composed of at least one selected from the group consisting of isooctyl palmitate, isooctyl isopalmitate and 2-octyldodecyl pivalate.
- the “organic value” and the “inorganic value” are based on the notion used in the “organic conception diagram” proposed by Atsushi Fujita, in which nature of organic compounds is categorized by two factors of “organic nature” derived from the chain of covalent bonds of carbon chains and “inorganic nature” derived from the influence of electrostatic properties in substituents (functional groups), and each factor is determined from the structure of compounds and converted to numerical values.
- the value ⁇ indicates the quantitative balance between the “organic nature” and the “inorganic nature” of a compound. Details of the “organic conception diagram” are described in “Systematic Qualitative Organic Analysis (Mixtures)”, Atsushi Fujita et al., Kazama Shobo Co., Ltd. (1974).
- ester solvent having an ⁇ -value of 6° to 8° has appropriate polarity, it is considered that use of the ester solvent in inkjet ink prevents increase in viscosity of the solvent with time and solidification in low temperature environment, thereby maintaining on-machine stability, and at the same time, prevents dissolution of toner resins.
- ester solvents other than the ester solvents having an ⁇ -value of 6° to 8° include methyl laurate ( ⁇ -value 12.99°), isopropyl laurate ( ⁇ -value 11.69°), isopropyl myristate ( ⁇ -value 10.30°), isopropyl palmitate ( ⁇ -value 9.21°), isostearyl palmitate ( ⁇ -value 5.12°), methyl oleate ( ⁇ -value 9.27°), ethyl oleate ( ⁇ -value 8.81°), isopropyl oleate ( ⁇ -value 8.60°), butyl oleate ( ⁇ -value 8.02°), methyl linoleate ( ⁇ -value 9.41°), isobutyl linoleate ( ⁇ -value 8.15°), ethyl linoleate ( ⁇ -value 8.95°), and isopropyl isostearate ( ⁇ -value 8.53°).
- the non-polar solvent includes petroleum hydrocarbon solvents such as naphthenic, paraffinic and isoparaffinic solvents. Specific examples thereof include “Isopar” and “Exxol” (both trade names) available from Exxon Mobil Corporation, “AF Solvent” (trade name) available from Nippon Oil Corporation, and “Sunthene” and “Sunpar” (both trade names) available from Sunoco Inc.
- the pigment to be used in the present invention is not particularly limited and one generally used in the field of printing can be used regardless of whether it is an organic pigment or an inorganic pigment.
- the pigment is contained in the ink in a proportion of 0.01 to 20% by weight relative to the total amount of the ink.
- a pigment-dispersing agent to be used in the present invention is not particularly limited as long as it disperses the pigment in the solvent in a stable state. Accordingly, conventionally known pigment-dispersing agents can be used. Among them, a polyamide-based dispersing agent that has a pectinated structure constituted by a plurality of side chains composed of polyesters is preferably used.
- the polyamide-based dispersing agent that has a pectinated structure constituted by a plurality of side chains composed of polyester is a compound which has a main chain containing many nitrogen atoms such as polyethyleneimine and has a plurality of side chains that are bonded to the nitrogen atoms through amide-linkage in which the side chains are polyesters.
- Examples thereof include dispersing agents with a structure that has a main chain formed of polyalkyleneimine such as polyethyleneimine to which poly(carbonyl-C 3-6 -alkyleneoxy) chains are bonded as side chains through amide-linkage in which the poly(carbonyl-C 3-6 -alkyleneoxy) chains each contain 3 to 80 carbonyl-C 3-6 -alkyleneoxy groups, as is disclosed in Japanese Patent Laid-Open No. 5-177123 and the corresponding U.S. Pat. No. 4,645,611 the disclosure of which is incorporated herein by reference.
- Such polyamide-based dispersing agents with the pectinated structure are commercially available as Solsperse 11200 and Solsperse 28000 (both trade names) made by Lubrizol Japan Ltd.
- the content of the above described dispersing agent only has to be an amount capable of sufficiently dispersing the above described pigment in an ink, and can be appropriately set.
- the salt of a long-chain polyaminoamide and a polar acidic ester to be used in the present invention is known as a pigment-dispersing agent as well, but it has been found in the present invention that the addition of the salt to an oil-based inkjet ink containing an ester solvent improves the ink in repellency against nozzle plates.
- the long-chain polyaminoamide includes, for example, polyethyleneimine chains with an average molecular weight of preferably 250 to 200,000, more preferably 1,000 to 40,000
- the polar acidic ester includes, for example, sulfuric acid esters and phosphoric acid esters, preferably phosphoric acid esters, more preferably, mono- or di-esters of phosphoric acid with mono-alcohols such as oxyalkylated mono-alcohols including polyalkyleneglycols that are methoxylated, ethoxylated, propoxylated or butoxylated, as disclosed in U.S. Pat. No. 6,111,054 the disclosure of which is incorporated herein by reference.
- the salt of a long-chain polyaminoamide and a polar acidic ester is commercially available, for instance, as Disperbyk-101 (trade name) made by BYK Japan KK.
- the salt of a long-chain polyaminoamide and a polar acidic ester is preferably used in combination with the above described polyamide-based dispersing agent with the pectinated structure, so that the ink is provided with excellent repellency against nozzle plates without deteriorating storage stability.
- the salt of a long-chain polyaminoamide and a polar acidic ester should be added in an amount of 1% by weight or more relative to the total amount of the ink, preferably 2 to 20% by weight relative to the total amount of the ink.
- the inkjet ink according to the present invention can contain, for instance, a dye, a surface active agent and a preservative in addition to the above described solvent, pigment-dispersing agent and pigment, as long as they do not affect the ink in terms of repellency against nozzle plates, storage stability and oxidation stability.
- the inkjet ink according to the present invention can be prepared by introducing the components into a known dispersing machine such as a bead mill at once or in installments and dispersing them, and if desired, passing them through a known filtering device such as a membrane filter.
- a known dispersing machine such as a bead mill
- a filtering device such as a membrane filter
- the ink can be prepared by preparing in advance a mixture in which part of the solvent and all of the pigment and the dispersing agent are homogeneously mixed and dispersing the mixture in a dispersing machine, and then adding the rest of the components to the resulting dispersion and passing the mixture through a filtering device.
- the viscosity at 23° C. of the inkjet ink of the present invention thus produced is adjusted to preferably 5 to 30 mPa ⁇ s, more preferably 7 to 14 mPa ⁇ s, which are suitable for ejecting the ink from an inkjet head nozzle.
- the solidifying point of the ink is adjusted to ⁇ 5° C. or lower so that the ink does not freeze under storage conditions.
- An inkjet ink was prepared by premixing the components shown in Table 1 at a ratio shown in Table 1; charging 30 g of the resulting mixture into a glass vessel together with 80 g of zirconia beads ( ⁇ 0.5 mm); shaking the glass vessel using a rocking mill (RM05S made by Seiwa Giken Co., Ltd.) at a frequency of 60 Hz for two hours.
- the mixing amount of each component is expressed as % by weight in Table 1.
- an inkjet ink 1 was charged in a 30 ml container 2 , and a 2 cm-long end portion of a nozzle plate 3 (5 cm long and 5 mm wide) used for an inkjet printer HC5500 (a trade name) made by Riso Kagaku Corporation was immersed in the ink by picking up the other end portion of the nozzle plate with a pair of tweezers 4 . Subsequently, the nozzle plate was quickly raised to measure a period of time until an ink film remaining on the nozzle plate forms a droplet of the ink. The measurement was repeated ten times, and the average value was calculated to obtain an ink-repellent period of time. Wettability was evaluated according to the following criteria.
- the nozzle plate used for the above measurement was made of a polyimide film that was surface-treated with a fluororesin.
- Examples 1 to 6 according to the present invention satisfied both storage stability and ink repellency against nozzle plates, because the inks contained a salt of a long-chain polyaminoamide and a polar acidic ester in an amount of 1% by weight or more relative to the total amount of the ink. It is also understood from the results of Examples 1 to 4 that the more the addition amount of the salt of a long-chain polyaminoamide and a polar acidic ester is, the more the ink repellency against nozzle plates is improved, and that the preferable addition amount thereof is in a range of 2 to 20% by weight because Examples 3 and 4 showed similar ink repellency.
- Comparative Examples 1 and 2 in which the salt of a long-chain polyaminoamide and a polar acidic ester was not added or was added in a very small amount, were inferior in ink repellency against nozzle plates. Comparative Example 3 was inferior in storage stability because no pigment-dispersing agent was added. Comparative Example 4, in which a polycarboxylate of a polyaminoamide was used in place of the salt of a long-chain polyaminoamide and a polar acidic ester, was inferior in storage stability.
- Comparative Example 5 in which a salt of a long-chain polyaminoamide and an acidic polymer was used in place of the salt of a long-chain polyaminoamide and a polar acidic ester, was not inferior in storage stability but was inferior in ink repellency against nozzle plates.
- the oil-based inkjet ink according to the present invention is excellent in storage stability and ink repellency against nozzle plates, and consequently can be stably ejected and prevented from staining images.
- the present oil-based inkjet ink is useful in the field of inkjet printing.
- FIG. 1 is an elevation view in section, showing a method of evaluating wettability to a nozzle plate in the Examples.
- the numeral 1 denotes inkjet ink
- 2 denotes a container
- 3 denotes a nozzle plate
- 4 denotes tweezers.
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- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
Description
- [Patent Document 1] Japanese Patent Laid-Open No. 2003-261808.
- [Patent Document 2] Japanese Patent Laid-Open No. 2005-350563.
(2) Evaluation of Wettability to Nozzle Plate
TABLE 1 | ||
Example | Comparative Example |
1 | 2 | 3 | 4 | 5 | 6 | 1 | 2 | 3 | 4 | 5 | |
Pigment | Carbon black | MA8 | 5.0 | 5.0 | 5.0 | 5.0 | |||||||
Carmine 6B | 6B-320 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | |||||
Dispersing | Polyamide- | Solsperse 28000 | 2.0 | ||||||||||
agent | based dispersing | Solsperse 11200 | 3.0 | 3.0 | 3.0 | 3.0 | 2.0 | 2.0 | 2.0 | 3.0 | 3.0 | ||
agent having | |||||||||||||
polyester chain | |||||||||||||
Solvent | Ester solvent | Isooctyl palmitate | 41.0 | 32.0 | 22.0 | 12.0 | 41.0 | 38.0 | 43.0 | 42.5 | 40.0 | 37.0 | 37.0 |
Alcohol solvent | Isomyristyl alcohol | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | 20.0 | |
Petroleum | Isobar L | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | 30.0 | |
hydrocarbon |
Salt of long-chain | Disperbyk-101 | 1.0 | 10.0 | 20.0 | 30.0 | 2.0 | 5.0 | 0.5 | 5.0 | |||
polyaminoamide and polar | ||||||||||||
acidic ester | ||||||||||||
Polycarboxylate of | Anti-Terra-205 | 5.0 | ||||||||||
polyaminoamide | ||||||||||||
Salt of long-chain | Anti-Terra-U100 | 5.0 | ||||||||||
polyaminoamide and acidic | ||||||||||||
polymer |
Total (% by weight) | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 | 100.0 |
Dispersion stability | ◯ | ◯ | ◯ | ◯ | ◯ | ◯ | ◯ | ◯ | X | X | ◯ |
Rate of viscosity change % (at 70° C. for | −1.3 | 0.4 | −0.7 | −1.1 | 0.2 | 1.0 | 0.5 | −0.9 | 142 | 33 | 7.8 |
one month) | |||||||||||
Wettability to nozzle plate | Δ | ◯ | ◯ | ◯ | ◯ | ◯ | X | X | Not | Not | X |
Ink repellent period of time against nozzle plate | 3.9 | 2.0 | 1.8 | 1.8 | 3.4 | 2.8 | 4.3 | 4.3 | determined | determined | 5.2 |
(sec) | |||||||||||
Evaluation criteria: | |||||||||||
Ink repellent period of time (sec); Less than 3.5 sec → ◯, 3.5 to 4.0 sec → Δ, 4.0 sec or more → X. | |||||||||||
X: ink-repellent period of time of 4 seconds or more | |||||||||||
Δ: ink-repellent period of time of 3.5 seconds or more but less than 4 seconds | |||||||||||
◯: less than 3.5 seconds |
- MA8 (trade name): a carbon black made by Mitsubishi Chemical Corporation.
- 6B-320 (trade name): Carmine 6B made by Dainippon Ink Corporation.
- Solsperse 28000: a pigment-dispersing agent, Solsperse 28000 (trade name) made by Lubrizol Ltd.
- Solsperse 11200: a pigment-dispersing agent, Solsperse 11200 (trade name) made by Lubrizol Ltd.
- Isobar L (trade name): a petroleum hydrocarbon solvent made by Nippon Oil Corporation.
- Disperbyk-101: a salt of a long-chain polyaminoamide and a polar acidic ester, made by BYK Japan KK.
- Anti-Terra-205: a polycarboxylate of polyaminoamide made by BYK Japan KK.
- Anti-Terra-U100: a salt of a long-chain polyaminoamide and an acid polymer, made by BYK Japan KK
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JP5079999B2 (en) * | 2005-11-04 | 2012-11-21 | 理想科学工業株式会社 | Inkjet ink |
JP2010150347A (en) * | 2008-12-24 | 2010-07-08 | Riso Kagaku Corp | Inkjet ink |
JP5028440B2 (en) * | 2009-03-13 | 2012-09-19 | 紀州技研工業株式会社 | Oil-based inkjet ink |
JP5524536B2 (en) * | 2009-03-25 | 2014-06-18 | 理想科学工業株式会社 | Non-aqueous pigment ink |
JP5564202B2 (en) * | 2009-05-27 | 2014-07-30 | 理想科学工業株式会社 | Oil-based inkjet ink |
JP5588638B2 (en) * | 2009-08-19 | 2014-09-10 | 理想科学工業株式会社 | Non-aqueous pigment ink |
US8366819B2 (en) * | 2010-03-25 | 2013-02-05 | Riso Kagaku Corporation | Oily inkjet ink |
DE102010030404A1 (en) | 2010-06-23 | 2011-12-29 | Robert Bosch Gmbh | Method for operating an internal combustion engine |
JP5659060B2 (en) | 2010-11-19 | 2015-01-28 | 理想科学工業株式会社 | Water-in-oil (W / O) emulsion ink for inkjet |
JP5944634B2 (en) | 2011-08-10 | 2016-07-05 | 理想科学工業株式会社 | Non-aqueous ink and method for producing the same |
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DE102016120102A1 (en) * | 2016-10-21 | 2018-04-26 | Epple Druckfarben Ag | Printing ink or printing varnish |
JP2018123244A (en) * | 2017-02-01 | 2018-08-09 | セイコーエプソン株式会社 | Oily ink composition for ink jet recording |
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